Hydrochloric Acid → 2-Azido-5-cyano-4-methylamino-pyrimidine
Reaction equation
[C:1]([C:3]1[C:4]([NH:11][CH3:12])=[N:5][C:6]([NH:9][NH2:10])=[N:7][CH:8]=1)#[N:2].Cl.[N:14]([O-])=O.[Na+]>O>[N:9]([C:6]1[N:5]=[C:4]([NH:11][CH3:12])[C:3]([C:1]#[N:2])=[CH:8][N:7]=1)=[N+:10]=[N-:14]Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 5 °C
Procedure
To a cold (5° C.) solution of 5-cyano-2-hydrazino-4-methylamino-pyrimidine (21.7 g) from Example 4 in a mixture of water (260 mL) and concentrated HCl (26.5 mL) was added dropwise a solution of NaNO2 (10.03 g) in water (25 mL) with overhead mechanical stirring. A white precipitate formed and after the addition was completed, the reaction was stirred for an additional 20 minutes at 5° C. The insoluble product was filtered and washed with cold water to give 22.4 g of the title compound after drying at 23° C. under high vacuum overnight. Crystallization from ethanol provided an analytically pure sample of 2-azido-5-cyano-4-methylamino-pyrimidine; mp 225°-230° C.
Workup
- customA white precipitate formed
- additionafter the addition
- filtrationThe insoluble product was filtered
- washwashed with cold water
Sources & evidence
- ORD record
- ord-3c865d11870445439885fc69ae3775bc
- Source dataset
- uspto-grants-1998_03
- Patent number
- US05733914
Reaction notes
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